Suberoyl bis-hydroxamic Acid Inhibits histone deacetylation

Suberoyl bis-hydroxamic Acid (CAS 38937-66-5)

Suberoyl bis-hydroxamic Acid | CAS 38937-66-5 is rated 5.0 out of 5 by 1.
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Synonym: suberic bishydroxamate
Application: Inhibits histone deacetylation
CAS Number: 38937-66-5
Purity: ≥98%
Molecular Weight: 204.22
Molecular Formula: C8H16N2O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Suberoyl bis-hydroxamic Acid, an HDAC (histone deacetylase) inhibitor, inhibits HDAC1 (ID50 = 0.25 μM) and HDAC3 (ID50 = 0.3 μM). Suberoyl bis-hydroxamic Acid has been shown to induce differentiation of certain murine cells via blocking of HEXIM1 (hexamethylene bisacetamide) activity. Other experiments have shown Suberoyl bis-hydroxamic Acid to induce apoptosis in proliferative cells via induction of P21, P53, PUMA, and Bax gene expression. Additionally, the compound has been noted to activate Notch 1 signaling, which is associated with antiproliferative and apoptotic effects in certain medullary cells. Additional proteins induced by Suberoyl bis-hydroxamic Acid include caspase-3, poly ADP-ribose polymerase, Bcl-X(L), and Bad whose effects range from cellular growth, senescence and apoptosis.


References

1. Preston, C.M. and McFarlane, M. 1998. Virology. 249: 418-426. PMID: 9791032
2. Zhuang, Z.G., et al. 2008. Acta Pharmacol. Sin. 29: 1459-1466. PMID: 19026165
3. Ning, L., et al. 2008. Oncologist. 13: 98-104. PMID: 18305053
4. Flis, S., et al. 2009. Biochem. Biophys. Res. Commun. 387: 336-341. PMID: 19596269

Physical State :
Solid
Solubility :
Soluble in DMSO (~1.3 mg/ml), DMF (~0.1 mg/ml), and a 1:10 solution of DMSO:PBS(pH7.2) (~0.1 mg/ml).
Storage :
Store at room temperature
Melting Point :
153-155° C (lit.)
Boiling Point :
491.62° C (Predicted)
Density :
1.22 g/cm3
Refractive Index :
n20D 1.50
IC50 :
HDAC1: IC50 = 0.25 µM; HDAC3: IC50 = 0.30 µM; the growth of proliferating keratinocytes : IC50 = 11.57 µM; the growth of squamous cell carcinoma cells: IC50 = 5.39 µM; HT-29 (Colon adenocarcinoma cells): EC5050 = 32000 nM (Homo sapiens); SK-BR-3 (Breast adenocarcinoma): EC5050 = 27000 nM (Homo sapiens); Plasmodium falciparum: IC50 = 1530 nM (Plasmodium falciparum); Histone deacetylase HD2: IC50 = 320 nM (Zea mays); Histone deacetylase 2: IC50 = 1150 nM (Rattus norvegicus)
Ki Data :
Histone deacetylase 3: Ki= 125 nM (Homo sapiens); Histone deacetylase 5: Ki= 9500 nM (Homo sapiens); Histone deacetylase 6: Ki= 14.5 nM (Homo sapiens); Histone deacetylase 2: Ki= 29 nM (Homo sapiens); Histone deacetylase 8: Ki= 950 nM (Homo sapiens); Histone deacetylase 1: Ki= 19 nM (Homo sapiens)
pK Values :
pKa: 9.18
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
5173
MDL Number :
MFCD00192455
SMILES :
C(CCCC(=O)NO)CCC(=O)NO

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Rated 5 out of 5 by from Yang X; et al Yang X; et al. (PubMed ID: 25501628) determined that Suberoyl bis-hydroxamic Acid has cytotoxic effects on MCF-7 due to down-regulation of Bcl 2. -SCBT Publication Review
Date published: 2015-05-15
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